if you just break it off its over if you tell him and hes not down its over if you tell him and he is down you win the game i say tell him in a safe way via phone or very populated public place worst case he flips and makes a scene best case hes down for me personally i would not be interest in dating tranny right out of the box but the same is true for women with kids that being said if id already developed feelings for the other person before i found out i very much might be willing to give it a shot